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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042133Generated: October 26, 2026

Methanol → 2-Ethyl-4-{[6-(methylsulfonyl)pyridin-3-yl]oxy}aniline

https://huagongshe.com/reaction/1042133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantEthyl AcetateHCID 8857—
Reactant5-(3-Ethenyl-4-nitrophenoxy)-2-(methylsulfonyl)pyridineHCID 66726163—
CatalystHCID 178418390HCID 178418390—
SolventHexaneHCID 8058—
Product2-Ethyl-4-{[6-(methylsulfonyl)pyridin-3-yl]oxy}anilineHCID 6672590889%

Reaction Steps

A mixture of 5-(3-ethenyl-4-nitrophenoxy)-2-(methylsulfonyl)pyridine (5.0 g), 10% palladium carbon (1.0 g, containing water (50%)), tetrahydrofuran (100 mL), and methanol (50 mL) was stirred under a hydrogen atmosphere (balloon pressure) at room temperature for 3 days. The catalyst was filtered off, and the obtained filtrate was concentrated under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (ethyl acetate:hexane=25:75 to 60:40, volume ratio) to give the title compound (4.05 g, yield 89%) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557805B2
Source datasetuspto-grants-2013_10
ORD IDord-331b2f12c43c46b8b3956d9b073161f4
Source noteuspto-grants-2013_10